NPASS drugs

Drug Information

Drug ID:	NPD2526
Drug Name:	Vapitadine
Molecular Formula:	C17H20N4O
Canonical SMILES:	OC(=N)c1cnc2n1CCc1c(C32CCNCC3)cccc1
Standard InCHI:	InChI=1S/C17H20N4O/c18-15(22)14-11-20-16-17(6-8-19-9-7-17)13-4-2-1-3-12(13)5-10-21(14)16/h1-4,11,19H,5-10H2,(H2,18,22)
Standard InCHIKey:	VQWGYPVNVICKFC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2526

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	548
0.1-0.2	4258
0.2-0.3	15443
0.3-0.4	6768
0.4-0.5	2057
0.5-0.6	1420
0.6-0.7	388
0.7-0.8	8
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7857	NPC282531
Intermediate Similarity	0.7709	NPC317054
Intermediate Similarity	0.7356	NPC469975
Intermediate Similarity	0.7167	NPC470203
Intermediate Similarity	0.7143	NPC49217
Intermediate Similarity	0.7143	NPC54981
Intermediate Similarity	0.7111	NPC470204
Intermediate Similarity	0.7079	NPC476297
Remote Similarity	0.6995	NPC71238
Remote Similarity	0.6961	NPC300238
Remote Similarity	0.6942	NPC471603
Remote Similarity	0.6911	NPC48938
Remote Similarity	0.6885	NPC225018
Remote Similarity	0.6884	NPC265576
Remote Similarity	0.6831	NPC122141
Remote Similarity	0.6821	NPC472289
Remote Similarity	0.6798	NPC114209
Remote Similarity	0.6796	NPC476219
Remote Similarity	0.6788	NPC108011
Remote Similarity	0.6722	NPC24678
Remote Similarity	0.6722	NPC105818
Remote Similarity	0.6719	NPC16659
Remote Similarity	0.6704	NPC469811
Remote Similarity	0.67	NPC469308
Remote Similarity	0.6685	NPC159856
Remote Similarity	0.6685	NPC314372
Remote Similarity	0.6684	NPC307191
Remote Similarity	0.6682	NPC147983
Remote Similarity	0.6682	NPC177996
Remote Similarity	0.6667	NPC321911
Remote Similarity	0.6667	NPC265710
Remote Similarity	0.6667	NPC250178
Remote Similarity	0.6667	NPC116555
Remote Similarity	0.6667	NPC282247
Remote Similarity	0.6651	NPC238945
Remote Similarity	0.665	NPC475288
Remote Similarity	0.6648	NPC63545
Remote Similarity	0.6648	NPC325903
Remote Similarity	0.663	NPC129721
Remote Similarity	0.6629	NPC8590
Remote Similarity	0.6618	NPC54537
Remote Similarity	0.6614	NPC194411
Remote Similarity	0.6612	NPC120070
Remote Similarity	0.6611	NPC201380
Remote Similarity	0.6611	NPC179787
Remote Similarity	0.6604	NPC470732
Remote Similarity	0.6595	NPC135141
Remote Similarity	0.6595	NPC92796
Remote Similarity	0.6592	NPC204141
Remote Similarity	0.658	NPC176199
Remote Similarity	0.658	NPC215795
Remote Similarity	0.6578	NPC162268
Remote Similarity	0.6573	NPC190296
Remote Similarity	0.6571	NPC242923
Remote Similarity	0.6559	NPC131718
Remote Similarity	0.6557	NPC73952
Remote Similarity	0.6557	NPC259644
Remote Similarity	0.6557	NPC469786
Remote Similarity	0.6557	NPC469760
Remote Similarity	0.6557	NPC25008
Remote Similarity	0.6557	NPC469763
Remote Similarity	0.6557	NPC469765
Remote Similarity	0.6556	NPC143872
Remote Similarity	0.655	NPC477166
Remote Similarity	0.655	NPC304187
Remote Similarity	0.6549	NPC39092
Remote Similarity	0.6549	NPC171393
Remote Similarity	0.6549	NPC295452
Remote Similarity	0.6545	NPC69843
Remote Similarity	0.6544	NPC130570
Remote Similarity	0.6538	NPC166492
Remote Similarity	0.6538	NPC473362
Remote Similarity	0.6531	NPC284678
Remote Similarity	0.653	NPC323244
Remote Similarity	0.653	NPC107160
Remote Similarity	0.6528	NPC68354
Remote Similarity	0.6528	NPC473380
Remote Similarity	0.6528	NPC240088
Remote Similarity	0.6522	NPC80597
Remote Similarity	0.6522	NPC211572
Remote Similarity	0.6522	NPC70922
Remote Similarity	0.6522	NPC212376
Remote Similarity	0.6522	NPC75540
Remote Similarity	0.6519	NPC470111
Remote Similarity	0.651	NPC37423
Remote Similarity	0.651	NPC275305
Remote Similarity	0.6495	NPC267811
Remote Similarity	0.6489	NPC478184
Remote Similarity	0.6489	NPC478182
Remote Similarity	0.6486	NPC469785
Remote Similarity	0.6486	NPC328924
Remote Similarity	0.6474	NPC256893
Remote Similarity	0.6474	NPC471322
Remote Similarity	0.6474	NPC201700
Remote Similarity	0.6468	NPC324149
Remote Similarity	0.6462	NPC24864
Remote Similarity	0.6452	NPC212742
Remote Similarity	0.6452	NPC236711
Remote Similarity	0.6452	NPC469762
Remote Similarity	0.6445	NPC113369
Remote Similarity	0.6441	NPC160666
Remote Similarity	0.6421	NPC49954
Remote Similarity	0.6421	NPC160105
Remote Similarity	0.6421	NPC474561
Remote Similarity	0.6417	NPC293487
Remote Similarity	0.6417	NPC56765
Remote Similarity	0.641	NPC11126
Remote Similarity	0.6406	NPC470498
Remote Similarity	0.6404	NPC73767
Remote Similarity	0.6402	NPC102423
Remote Similarity	0.6402	NPC469813
Remote Similarity	0.6402	NPC78375
Remote Similarity	0.6402	NPC317105
Remote Similarity	0.6402	NPC476446
Remote Similarity	0.6393	NPC37548
Remote Similarity	0.6387	NPC63751
Remote Similarity	0.6386	NPC473342
Remote Similarity	0.6386	NPC477167
Remote Similarity	0.6383	NPC279918
Remote Similarity	0.6382	NPC94752
Remote Similarity	0.6379	NPC101165
Remote Similarity	0.6376	NPC471506
Remote Similarity	0.6373	NPC314603
Remote Similarity	0.6372	NPC470731
Remote Similarity	0.6369	NPC469784
Remote Similarity	0.6369	NPC469761
Remote Similarity	0.6369	NPC469779
Remote Similarity	0.6369	NPC469780
Remote Similarity	0.6369	NPC469767
Remote Similarity	0.6369	NPC469783
Remote Similarity	0.6369	NPC469768
Remote Similarity	0.6364	NPC286427
Remote Similarity	0.6364	NPC228835
Remote Similarity	0.6364	NPC296437
Remote Similarity	0.6364	NPC470505
Remote Similarity	0.6364	NPC470500
Remote Similarity	0.6359	NPC40070
Remote Similarity	0.6356	NPC158055
Remote Similarity	0.6354	NPC164664
Remote Similarity	0.6354	NPC244700
Remote Similarity	0.6349	NPC282231
Remote Similarity	0.6339	NPC471957
Remote Similarity	0.6335	NPC478183
Remote Similarity	0.6333	NPC469766
Remote Similarity	0.6332	NPC15102
Remote Similarity	0.633	NPC41257
Remote Similarity	0.6328	NPC96102
Remote Similarity	0.6328	NPC216159
Remote Similarity	0.6326	NPC250835
Remote Similarity	0.6324	NPC470233
Remote Similarity	0.6324	NPC472834
Remote Similarity	0.6324	NPC280638
Remote Similarity	0.6321	NPC158129
Remote Similarity	0.6318	NPC40455
Remote Similarity	0.6316	NPC311276
Remote Similarity	0.6316	NPC90723
Remote Similarity	0.6313	NPC110126
Remote Similarity	0.6311	NPC212213
Remote Similarity	0.6311	NPC192315
Remote Similarity	0.6308	NPC280852
Remote Similarity	0.6292	NPC84911
Remote Similarity	0.6292	NPC105127
Remote Similarity	0.6291	NPC5145
Remote Similarity	0.6289	NPC313791
Remote Similarity	0.6287	NPC95783
Remote Similarity	0.6286	NPC473376
Remote Similarity	0.628	NPC476167
Remote Similarity	0.6278	NPC476521
Remote Similarity	0.6278	NPC156003
Remote Similarity	0.6276	NPC59269
Remote Similarity	0.6276	NPC151939
Remote Similarity	0.6269	NPC17059
Remote Similarity	0.6264	NPC242556
Remote Similarity	0.6263	NPC478185
Remote Similarity	0.6257	NPC27740
Remote Similarity	0.6257	NPC470507
Remote Similarity	0.6257	NPC476528
Remote Similarity	0.6257	NPC476433
Remote Similarity	0.6257	NPC38736
Remote Similarity	0.6256	NPC469938
Remote Similarity	0.625	NPC477176
Remote Similarity	0.625	NPC98187
Remote Similarity	0.625	NPC470729
Remote Similarity	0.625	NPC56233
Remote Similarity	0.625	NPC54988
Remote Similarity	0.6244	NPC213468
Remote Similarity	0.6243	NPC63157
Remote Similarity	0.6243	NPC473868
Remote Similarity	0.6243	NPC318065
Remote Similarity	0.6243	NPC206819
Remote Similarity	0.6239	NPC473310
Remote Similarity	0.6238	NPC213629
Remote Similarity	0.6237	NPC476686
Remote Similarity	0.6237	NPC476688
Remote Similarity	0.6237	NPC105758
Remote Similarity	0.6237	NPC216713
Remote Similarity	0.6237	NPC82331
Remote Similarity	0.6236	NPC261195
Remote Similarity	0.6236	NPC470266
Remote Similarity	0.6236	NPC29886

Drug Structure

NPD2526 OpenBabel08211702172D 25 28 0 0 0 0 0 0 0 0999 V2000 3.9356 -0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7131 -1.3603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2026 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7575 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6235 0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9895 -1.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2575 -1.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9895 -2.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2575 -2.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6235 0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3890 -0.8299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2470 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0245 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9960 0.0896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5089 0.9481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 -1.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0219 1.8215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 -3.4088 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6359 -1.4878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5088 0.9331 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5348 2.6799 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 -4.4088 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0217 1.7916 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 13 2 0 0 0 0 5 10 1 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 19 1 0 0 0 0 10 21 1 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007692
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	296.16
ALogP	-0.057
MLogP	2.78
XLogP	3.55
HDA	5
HBD	3
Rotatable Bonds	2
TPSA	73.93
RO5 Violation	0